Itineraries flown on 20+ days in the Jun 6 – Jul 31, 2026 schedule · each leg’s record Aug 2025 – Jul 2026

No clear winner: Southwest’s AUS → MDW flights land within a few points of 77% on time whatever the hour.

Nonstops


Southwest	AUS	MDW	2h 30m	77%	1.0%	1,349	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

Ranked by chance you reach Chicago on time. Total trip = scheduled departure to arrival, layover included. Layovers up to 4 hours. Pick a connection for the details.


Southwest Details →	AUS 05:30 → ATL 08:45WN 251	1h 15m Atlanta	ATL 10:00 → MDW 11:00WN 224	5h 30m	100%	89%
Southwest Details →	AUS 05:45 → DEN 07:00WN 282	3h 00m Denver	DEN 10:00 → MDW 13:25WN 755	7h 40m	100%	87%
Delta Details →	AUS 05:25 → ATL 08:48DL 1344	2h 17m Atlanta	ATL 11:05 → MDW 12:05DL 2417	6h 40m	97%	83%
Southwest Details →	AUS 05:35 → DAL 06:40WN 274	3h 25m Dallas	DAL 10:05 → MDW 12:20WN 1357	6h 45m	100%	81%
Delta Details →	AUS 05:20 → DTW 09:21DL 1040	3h 04m Detroit	DTW 12:25 → MDW 12:46DL 4688 · flown by Endeavor	7h 26m	99%	79%
Southwest Details →	AUS 06:10 → ELP 06:40WN 2006	1h 00m El Paso	ELP 07:40 → MDW 11:35WN 1813	5h 25m	96%	78%
Southwest Details →	AUS 21:35 → PHX 22:00WN 378	1h 55m Phoenix	PHX 23:55 → MDW 05:10 +1WN 3298	7h 35m	92%	77%
Southwest Details →	AUS 07:00 → MCI 08:50WN 4941	2h 48m Kansas City	MCI 11:38 → MDW 13:02WN 2571	6h 03m	96%	75%
Tight connection: often missed
Southwest Details →	AUS 20:10 → DAL 21:15WN 1255	1h 07m Dallas	DAL 22:22 → MDW 01:00 +1WN 1359	4h 27m	59%	19%
Southwest Details →	AUS 13:05 → BNA 15:10WN 258	1h 05m Nashville	BNA 16:15 → MDW 17:50WN 2241	4h 45m	70%	18%
Southwest Details →	AUS 18:45 → HOU 19:45WN 4255	1h 00m Houston	HOU 20:45 → MDW 23:10WN 2044	4h 25m	32%	11%

Same layover, different day-part

How often the first flight arrives too late to connect (45 min minimum), for one-ticket layovers of 45–80 minutes.

Morning

ATL · 1h 20m · leaves 06:25 4%

ELP · 1h 00m · leaves 06:10 4%

LAS · 1h 12m · leaves 09:22 6%

Afternoon and evening

BNA · 1h 05m · leaves 13:05 30%

DAL · 1h 07m · leaves 20:10 41%

HOU · 1h 00m · leaves 18:45 68%

Delays build through the day, so an afternoon first leg eats the layover. A short connection is fine early in the morning and a gamble later on.

Mixing airlines

One ticketMiss it and the airline rebooks you; bags go through. 45 min is enough.

Separate ticketsMiss it and you buy a new ticket. Re-check bags, clear security again: we require 90 min.


United UA 361 AUS 05:39 → DEN Southwest WN 755 DEN 10:00 → MDW Connection details →	3h 02m	7h 46m	99%	86%
Southwest WN 251 AUS 05:30 → ATL Delta DL 2417 ATL 11:05 → MDW Connection details →	2h 20m	6h 35m	100%	86%
Delta DL 3650 AUS 07:10 → MCI Southwest WN 2571 MCI 11:38 → MDW Connection details →	2h 16m	5h 53m	96%	77%

Rank all connections, any airlines →

Regional partners count as the airline that sells them: SkyWest flying Delta Connection is one Delta ticket.

How these are worked out. Makes the connection: share of the last year’s flights where the first flight arrived with at least 45 minutes to spare (90 on separate tickets). Arrives on time: first flight not cancelled × connection made × second flight not cancelled and arriving within 15 minutes. Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.

About this data: US DOT on-time records, Aug 2025 – Jul 2026, all US airlines; regional flights count under the airline that sells them. Schedules (which flights and connections exist, and their times) are as of Jun 6 – Jul 31, 2026; seasonal flights outside that window aren’t ranked. Rebuilt monthly. JSON